GB1006497A - Thermosetting resin - Google Patents

Thermosetting resin

Info

Publication number
GB1006497A
GB1006497A GB32715/63A GB3271563A GB1006497A GB 1006497 A GB1006497 A GB 1006497A GB 32715/63 A GB32715/63 A GB 32715/63A GB 3271563 A GB3271563 A GB 3271563A GB 1006497 A GB1006497 A GB 1006497A
Authority
GB
United Kingdom
Prior art keywords
allyl alcohol
units
acrylamide
butanol
methylol
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB32715/63A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Paint Co Ltd
Original Assignee
Nippon Paint Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Paint Co Ltd filed Critical Nippon Paint Co Ltd
Publication of GB1006497A publication Critical patent/GB1006497A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F16/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
    • C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
    • C08F20/52—Amides or imides
    • C08F20/54—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide
    • C08F20/58—Amides, e.g. N,N-dimethylacrylamide or N-isopropylacrylamide containing oxygen in addition to the carbonamido oxygen, e.g. N-methylolacrylamide, N-acryloylmorpholine

Abstract

Thermosetting copolymer resins comprising by weight 0.5 to 20% allyl alcohol units, 1 to 30% N-methylol acrylamide or N-methylolmethacrylamide units and 50 to 98.5% of units of at least one monomer selected from acrylic esters, methacrylic esters, acrylonitrile, a ,BETAethylenically unsaturated acids, styrene, vinyl toluene and vinyl acetate, may be prepared by copolymerizing allyl alcohol in solution with (a) N-methylol acrylamide or N-methylol methacrylamide and at least one of said monomers, or (b) acrylamide or methacrylamide and at least one of said monomers and hydroxymethylating the product with formaldehyde. Preferred solvents are dioxane, acetonitrile and C1-4 alcohols. Polymerization may be effected in the presence of a modifier, e.g. a mercaptan, and excess allyl alcohol removed from the product by vacuum distillation or azeotropic distillation with toluene, propanol or propyl acetate. The products may be etherified with ethanol, propanol, butanol or allyl alcohol, and may be mixed with urea, melamine, alkyd and epoxy resins and nitrocellulose and used in the manufacture of paints and enamels. Examples describe the copolymerization of (1) allyl alcohol, acrylamide, methyl methacrylate and ethyl acrylate together with (4) 2-ethylhexyl acrylate in dioxane in the presence of benzoyl peroxide and dodecyl mercaptan and the reaction of the products with solutions of formaldehyde in butanol; (2) the mixing of the product of Example (1) with titanium dioxide and xylene to form an enamel; and (3) the mixing of the enamel of Example (2) with a melamine resin paint and butanol. Specification 467,492 is referred to.ALSO:Substrates, particularly metals, may be coated with compositions comprising thermosetting copolymer resins containing by weight 0,5-20% allyl alcohol units, 1-30% N-methylol acrylamide or N-methylol methacrylamide units, and 50-98,5% of units of at least one monomer selected from acrylic and methacrylic esters, acrylonitrile, a ,b -ethylenically unsaturated acids, styrene, vinyl toluene and vinyl acetate. In examples, steel panels are coated with enamels comprising (2) an allyl alcohol (N-methylol acrylamide/methyl methacrylate/ethyl acrylate copolymer, titanium dioxide and xylene, and (3) a mixture of the enamel of Example (2) with a melamine resin paint and butanol; and with (4) a toluene solution of an allyl alcohol/N-methylol acrylamide/methyl methacrylate/ethyl acrylate/2-ethylhexyl acrylate copolymer. Specification 467,492 is referred to.
GB32715/63A 1962-08-22 1963-08-19 Thermosetting resin Expired GB1006497A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP3636962 1962-08-22

Publications (1)

Publication Number Publication Date
GB1006497A true GB1006497A (en) 1965-10-06

Family

ID=12467904

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32715/63A Expired GB1006497A (en) 1962-08-22 1963-08-19 Thermosetting resin

Country Status (4)

Country Link
US (1) US3347836A (en)
BE (1) BE636436A (en)
DE (1) DE1221801B (en)
GB (1) GB1006497A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2124607A (en) * 1982-07-16 1984-02-22 Katayama Chemical Works Co Scale-inhibiting agent

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1546854B2 (en) * 1965-12-03 1976-08-26 Basf Ag, 6700 Ludwigshafen PROCESS FOR PRODUCING COVERINGS ON ELECTRICALLY CONDUCTIVE BODIES
US4169825A (en) * 1975-05-15 1979-10-02 The Sherwin-Williams Company High solids coating compositions

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2680110A (en) * 1952-04-17 1954-06-01 American Cyanamid Co Copolymers of nu-methylol acrylamide
US2817651A (en) * 1955-01-12 1957-12-24 Monsanto Chemicals Soluble copolymers
NL121680C (en) * 1955-02-24
US3037963B1 (en) * 1955-02-24 1962-06-05 Reexamination certificate
DE1102410B (en) * 1958-12-20 1961-03-16 Roehm & Haas Gmbh Process for the production of solvent-resistant, hardenable plastics which form a film from dispersions or solutions
US3033828A (en) * 1960-02-23 1962-05-08 Richard C Nelson Oil-soluble oxygen-containing polymers
US3230275A (en) * 1962-08-30 1966-01-18 Soto Chemical Coatings Inc De Interpolymers comprising acrylamide and a hydroxy-substituted monomer and heat curable resin compositions therewith

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2124607A (en) * 1982-07-16 1984-02-22 Katayama Chemical Works Co Scale-inhibiting agent

Also Published As

Publication number Publication date
US3347836A (en) 1967-10-17
BE636436A (en)
DE1221801B (en) 1966-07-28

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